2,2,2-Trifluoroethanol → N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-2-(2,2,2-trifluoro-ethoxy)-isonicotinamide

HRID 1167746Notes

Reaction equation

HRID 1167746 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][N:27]=1)[C:5]([NH:7][C:8]1[S:9][C:10]2[C:16]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:15][CH:14]=[C:13]([O:23][CH3:24])[C:11]=2[N:12]=1)=[O:6].[H-].[Na+].[F:30][C:31]([F:35])([F:34])[CH2:32][OH:33]>O1CCOCC1.CN(C=O)C>[CH3:24][O:23][C:13]1[C:11]2[N:12]=[C:8]([NH:7][C:5](=[O:6])[C:4]3[CH:25]=[CH:26][N:27]=[C:2]([O:33][CH2:32][C:31]([F:35])([F:34])[F:30])[CH:3]=3)[S:9][C:10]=2[C:16]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)=[CH:15][CH:14]=1

Participants

6

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 24758Sodium hydrideHCID 113156942-Chloro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide

Product 1

HCID 22993422N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-2-(2,2,2-trifluoro-ethoxy)-isonicotinamide

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 312751,4-DioxaneSolvent

Procedure

From 2-chloro-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide with sodium hydride and 2,2,2-trifluoroethanol in dioxane and DMF. ES-MS m/e (%): 491 (M+Na+, 81), 469 (M+H+, 100).

Sources & evidence

ORD record
ord-66b3dec516724bc28179029e299d3532
Source dataset
uspto-grants-2003_09
Patent number
US06620811B2

Reaction notes

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